2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate

• ChemBase编号: 179784
• 分子式: C13H13N3O4
• 平均质量: 275.26002
• 单一同位素质量: 275.09060591
• SMILES: c1(n(c(nc1)C)CCOC(=O)c1ccccc1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1ccccc1)OCCn1c(C)ncc1[N+](=O)[O-]
• InChI: InChI=1S/C13H13N3O4/c1-10-14-9-12(16(18)19)15(10)7-8-20-13(17)11-5-3-2-4-6-11/h2-6,9H,7-8H2,1H3
• InChIKey: CUUCCLJJOWSASK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate
• IUPAC传统名: metronidazole benzoate; 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate; metrogyl
• 别名: 2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate; Benzoylmetronidazole; Flagyl S; Metronidazole Benzoate; 2-(2-methyl-5-nitro-1h-imidazol-1-yl)ethyl benzoate

登记号

• CAS号: 13182-89-3
• PubChem SID: 164235694
• PubChem CID: 83213

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 2.035522
• LogD (pH = 7.4): 2.0359838
• Log P: 2.0359895
• 摩尔折射率: 70.0383 cm^3
• 极化性: 26.712307 Å^3
• 极化表面积: 87.26 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Aldehyde dehydrogenase inhibitor

产品相关信息

• 纯度: 95+%; 97%
• 应用领域: Antiprotozoal, antibacterial and amoebicidal agent; Protozoacide

参考文献

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 619B, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 84B, (nmr)
• Cossar, B.C. et al., Arzneim.-Forsch., 1966, 16, 23, (synth)
• Stambaugh, J.E. et al., Can. J. Spectrosc., 1968, 13, 134, (ir, nmr)
• Huether, H. et al., J. Mol. Struct., 1969, 4, 108, (nmr)
• Ross, W.J. et al., J. Med. Chem., 1972, 15, 1035, (pharmacol)
• Wearley, L.L. et al., Anal. Profiles Drug Subst., 1976, 5, 327, (rev)
• IARC Monog., 1977, 13, 113; Suppl. 7, 250; Suppl. 6, 399, (rev, tox)
• Ger. Pat., 1978, BASF, 2 718 192; CA, 90, 87453e
• Phillips, I. et al., Int. Congr. Symp. Ser. R. Soc. Med., (Eds.), No. 18: Metronidazole, Academic Press, N.Y., 1979, (book)
• Cho, M.J. et al., J. Pharm. Sci., 1982, 71, 410, (phosphate)
• Edwards, D.I., Antibiotics (N.Y.), 1983, 6, 121, (rev, pharmacol)
• McKillop, A. et al., Tetrahedron, 1983, 39, 3797, (cmr)
• Rosenblatt, J.E. et al., Mayo Clin. Proc., 1987, 62, 1013, (rev)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 480; 2721, (synonyms)
• Scully, B.E., Med. Clin. North Am., 1988, 72, 613, (rev, pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 516
• Freeman, C.D. et al., Drugs, 1997, 54, 679-708, (rev)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MMN250